158587-01-0Relevant articles and documents
Cyclic and open-chain derivatives of bis(trihydrosilyl)benzenes
Schroeck, Robert,Dreihaeupl, Karl-Heinz,Sladek, Alexander,Schmidbaur, Hubert
, p. 4193 - 4196 (1996)
A series of 1,3-disila-isoindolines and -indans derived from 1,2-bis(trihydrosilyl)benzene have been prepared and spectroscopically characterised. The key intermediate for the preparation of the heterocycles is 1,2-bis(trifluoromethylsulfonyloxysilyl)benz
1,2-Di(silyl)benzene and 1,4-Dibromo-2,5-di(silyl)benzene
Schroeck, Robert,Sladek, Alexander,Schmidbaur, Hubert
, p. 1036 - 1040 (2007/10/02)
1,2-Di(silyl)benzene (3), has been prepared in a three-step process starting with the reaction of 1,2-dibromobenzene and p-tolyl(chloro)silane with magnesium in tetrahydrofuran, which affords 1,2-bis(p-tolylsilyl)benzene (1) as a stable high-yield intermediate.Compound 1 has been converted into 1,2-bis(trifluoromethanesulfonatosilyl)benzene (2) with trifluoromethanesulfonic acid, and finally into 3 by reduction with lithiumaluminiumhydride, both again in high yields. - In an attempt to prepare 1,2,4,5-tetra(silyl)benzene in an analogous way, only the bis-silylated species could be obtained (from 1,2,4,5-C6H2Br4, p-MeC6H4SiClH2 and Mg powder: 1,4-dibromo-2,5-bis(p-tolylsilyl)benzene, 4, and 1,4-dibromo-2,5-di(silyl)benzene, 6, via 1,4-dibromo-2,5-bis(trifluoromethanesulfonatosilyl)benzene, 5).The crystal structures of compounds 4 and 6 have been determined by X-ray diffraction.The results indicate no steric hindrance in these molecules and it is thus not obvious from the molecular structures why the silylation reaction does not proceed any further to give the tetrasilylated benzene derivatives.Electronic effects have to be invoked to rationalize the experimental findings. - Keywords: Silanes, Silylbenzenes, Di(silyl)benzenes, Bromo(silyl)benzenes
